Search Cottages in Webster

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Cottages in Webster and around

Our top choices for Webster cottages

Deck & Hot Tub: Lakeside Retreat in Inverness!

3.0 star property
"This was such a gem to find in Central Fl. We were visiting family in the area and wanted a place close by. We loved our stay here. It was close to delicious restaurants and fun activities. We visited Rainbow Springs State Park and enjoyed the day in the beautiful natural springs. We even came home to gorgeous sunsets on the lake and caught 2 fish! The hot tub was relaxing and the vibes were right! I would definitely recommend staying here, everything was perfectly clean and so beautifully...
Deck & Hot Tub: Lakeside Retreat in Inverness!

LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando

10.0 out of 10, Exceptional, (178)
"Very clean, comfortable home with beautiful view of the lake. Enjoyed everything about the stay and will return. Communication was excellent. "
LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando

Sweetwater Cottage - Waterfront and Pet Friendly! Canoe and kayaks provided!

9.8 out of 10, Exceptional, (19)
"Great property. Host was very fast to answer questions.Very comfortable. Quiet neighborhood. Very homey.Would highly recommend this property."
Sweetwater Cottage - Waterfront and Pet Friendly! Canoe and kayaks provided!

DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!

10.0 out of 10, Exceptional, (135)
"Fantastic clean cottage on the river"
DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!

Quiet Home in The Villages w/ Pool Access!

3.0 star property
10.0 out of 10, Exceptional, (5)
"It was very peaceful and close to everything we needed. The house was clean, inviting, and comfortable."
Quiet Home in The Villages w/ Pool Access!

1/1 Cottage with fabulous view of Amelia Championship Golf Course

8.0 out of 10, Very good, (1)
"We were visiting family in The Villages and needed a place to stay. We enjoyed the spacious yet compact space—living area, kitchen, bedroom, bath with large shower, walk in closet and laundry room. We parked in the driveway but that was the only space to be outside at this time. It was fine as we were mostly with family elsewhere. "
1/1 Cottage with fabulous view of Amelia Championship Golf Course

Heated Pool & 4-in-1 Grill: Spring Hill Haven!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Place was amazing! Super clean, pool was perfect temperature! My daughter and granddaughters were visiting from New York and they really enjoyed their time there! "
Heated Pool & 4-in-1 Grill: Spring Hill Haven!

Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

9.8 out of 10, Exceptional, (20)
"Perfect location for business or family events in Leesburg, Wildwood and VillagesOn a farm with chickens, sheep, bunnies but does not disturb your privacy or quiet time. "
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

NEW!! Sunsets at Cherry Lake-2 bedroom lake front cottage

10.0 out of 10, Exceptional, (1)
"They had everything you would need. A lot of extras that you would might forget. I was very impressed. Very clean and so relaxing. I would highly suggest. We will be back just for a little get away. "
NEW!! Sunsets at Cherry Lake-2 bedroom lake front cottage

Fly-in place to stay close to The Villages

9.6 out of 10, Exceptional, (28)
"Nice and quiet area. House was clean. Manager very friendly but also we had our privacy. Answered any questions we had even recommended a good place for dinner. "
Fly-in place to stay close to The Villages

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (51)
"Our hosts were very gracious, the place was very clean"
Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course

2.0 star property
10.0 out of 10, Exceptional, (13)
"Beautiful, cozy retreat in the woods of FL. "
Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course

'Lotus Point' Lake House Getaway on Four Rustic Acres

9.8 out of 10, Exceptional, (156)
" An incredible getaway location. Everything is neat and clean with an incredible view. Highly recommended !!!"
'Lotus Point' Lake House Getaway on Four Rustic Acres

Boat friendly cottage close to Harris Chain of lakes and Disney World

9.6 out of 10, Exceptional, (5)
"Great location for fishing tournaments "
Boat friendly cottage close to Harris Chain of lakes and Disney World

Pet-friendly Home w/ Patio in The Villages

3.0 star property
Pet-friendly Home w/ Patio in The Villages

5 Mi to Dtwn Clermont: Family Home w/ Water Views!

3.0 star property
5 Mi to Dtwn Clermont: Family Home w/ Water Views!

Private Lakefront Cottage, Bright, Peaceful, and Perfect for a Relaxing Escape.

Private Lakefront Cottage, Bright, Peaceful, and Perfect for a Relaxing Escape.

Lakefront Retreat w/ Kayaks & Fire Pit in Clermont

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time in the cozy house , next time I gonna stay more time for the week thank you."
Lakefront Retreat w/ Kayaks & Fire Pit in Clermont

Cozy Lake Front Cottage

10.0 out of 10, Exceptional, (17)
"As advertised!"
Cozy Lake Front Cottage

Lakefront Inverness Getaway w/ Kayaks & Bikes!

3.0 star property
Lakefront Inverness Getaway w/ Kayaks & Bikes!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Webster Hotel Reviews

Find out more about Webster

Find out more about Webster

Webster Cottages information

Number of reviews
611
Accommodation
137 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Webster with Expedia?
Booking a cottage in Webster is as simple as entering your travel dates and selecting your ideal place for a holiday in the outdoors. From ritzy retreats to inexpensive stays and cottages that have amenities like a kitchenette, Expedia has something for all tastes. As for awesome deals? We've have them as well!
How can I find cheap cottages in Webster?
An excellent way to find cheap cottages in Webster is with Expedia's filter tool. Narrow your search by star rating, budget and amenities to nab awesome rates in just a few keystrokes.
What is there to do in Webster near my cottage?
The most practical travel accessory is a well-planned to-do list. Webster Westside Flea Market is a top place to start your exploration of Webster.